Work

Total Synthesis and Configuration Assignment of (+)‐Myxoquaterine‐450

Year: 2024

Type: article

Abstract: Myxoquaterines represent a recently discovered class of natural products with intriguing biological properties. They were isolated from Pendulasporacea albinea MSr 11954 and display a unique structure combining heterocyclic (pyrrole, oxazoline), hexaene, and 2-amino-1,3-diol subunits. We have now synthesized the first example of a myxoquaterine natural product, myxoquaterine-450, in a highly convergent fashion, in which the sensitive hexaene unit was established in the final stages of the synthesis (16 linear steps starting from l-serine). Comparison of the synthetic material with an authentic sample allowed to establish and confirm the constitution and configuration of the natural product.

Source: Angewandte Chemie International Edition

DOI: 10.1002/anie.202416941

Authors: Johanna Löhr, Sabrina Ortmann, Alexander Popoff, Rolf Müller, Thorsten Bach

Institutions: Technical University of Munich, Helmholtz Centre for Infection Research, Helmholtz Institute for Pharmaceutical Research Saarland, Saarland University

Language: English

Topic: Advanced Synthetic Organic Chemistry

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $5,510

Funder: Deutsche Forschungsgemeinschaft